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Helmsley · 1 checked · 3 listed, not yet checked

Dog-friendly pubs in Helmsley

Fires, flagstones and no side-eye at the bar. Every pub below lets the dog in — and we say exactly which rooms.

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The Royal Oak Hotel

YO62 5BL
No reviews yet

A family-run inn straight on Helmsley market place, a minute from the castle and the start of the Cleveland Way. The owners state plainly that they are dog friendly, and it is a reliable first pint at the end of the walk in from Rievaulx.

In the bar
VERIFIED 29 JUL 2026 VIEW ›
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Pub NOT CHECKED YET

Helmsley Brewing Company

YO62 5DX
No reviews yet

Helmsley Brewing Company is a pub on Bridge Street, Helmsley. It is listed here so you know it is there, but we have not yet established whether dogs are welcome — so there is no verdict on this page and no stamp. If it is your business, claim the page and tell us, and we will stamp it.

NOT CHECKED YET · IS THIS YOURS? VIEW ›
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Pub NOT CHECKED YET

Royal Oak

YO62 5BL
No reviews yet

Royal Oak is a pub on Market Place, Helmsley. It is listed here so you know it is there, but we have not yet established whether dogs are welcome — so there is no verdict on this page and no stamp. If it is your business, claim the page and tell us, and we will stamp it.

NOT CHECKED YET · IS THIS YOURS? VIEW ›
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Pub NOT CHECKED YET

The Pickwick Bar

YO62 5BH
No reviews yet

The Pickwick Bar is a pub on Market Place, Helmsley. It is listed here so you know it is there, but we have not yet established whether dogs are welcome — so there is no verdict on this page and no stamp. If it is your business, claim the page and tell us, and we will stamp it.

NOT CHECKED YET · IS THIS YOURS? VIEW ›

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Cottages you can book near Helmsley

Real dog-welcoming cottages from our booking partner holidaycottages.co.uk — live prices, booked on their site. Booking through these links supports Wagfinder and never changes the price you pay.

Whisper Cottage Yorkshire · dogs welcome 7 nights from £520 Lavender Cottage Helmsley Yorkshire · dogs welcome 7 nights from £521 The Cottage At Cross Holme Farm Yorkshire · dogs welcome 7 nights from £646 Fern Retreat Yorkshire · dogs welcome 7 nights from £679 Ferne Cottage Helmsley Yorkshire · dogs welcome 7 nights from £685 Filly Homestead Yorkshire · dogs welcome 7 nights from £689 The Old Tin School Yorkshire · dogs welcome 7 nights from £703 Moor Farmhouse Yorkshire · dogs welcome 7 nights from £912 The Velveteen Bath House Yorkshire · dogs welcome 7 nights from £1,183 Dale View Yorkshire · dogs welcome 7 nights from £1,193
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